
Holiday rentals with a pool in Duck Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Duck Key
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Exquisite Oceanfront Paradise - Key Colony Beach
Exquisite renovation just completed (Nov 2024). Unobstructed ocean views from our beachfront condo in Key Colony Beach. Ground floor and just a few steps away from our private beach and heated pool. Location just does not get any better. Stunning, clean white interior - kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Florida Keys Cottage with Pool - Hawks Cay Resort
Welcome to our tropical Conch Cottage, a lovely place to create memories on your idyllic Florida Keys vacation in paradise. Our stylish waterfront villa sits alongside a clear turquoise canal on picturesque Duck Key, inside the Hawk's Cay resort, and just 10 minutes from busy Marathon. Get involved in on-site activities like snorkeling, scuba diving, fishing, boating and dolphin encounters—or simply lay out on the coral stone patio, soak up the sun, and slide into your private plunge pool.

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

Cozy Keys Efficiency 8a
Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Canal View Condo w/ Pool, Balcony & Bar
Celebrate the season in paradise at THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, accommodating up to 4 guests. Featuring a complete kitchen, balcony, and access to resort amenities including a pool, Tiki Bar, restaurant, Marina, and more! Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

The Paradise 2
Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

Villa in Paradise. Plunge pool. Middle of the Keys
Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi

★Beautiful Gated Oasis★with private pool and patio
Enjoy a great family vacation with the conveniences of a modern home in this beautifully decorated gated house with private pool and patio, carport, 70" 4K Smart TV, high speed internet - 1,000 mbps, and fully equipped kitchen. Close to tropical activities and great restaurants. Relax, bond, and make new memories in the Florida Keys.

Plunge Pool Villa on Blue Water Lagoon
7/18 NEW CENTRAL AIR INSTALLED LAST MINUTE DATES AVAILABLE AUGUST! YOUR TROPICAL PARADISE AWAITS. TWO BEDROOM 2 1/2 BATH SPA VILLA OVERLOOKING BLUE WATER LAGOON. SLEEPS 6 COMFORTABLY. GREAT FOR COUPLES, FAMILIES, HONEYMOONERS, FISHERMAN, GIRLS WEEKEND! 7 NIGHT MINIMUM IN HIGH SEASON. 3 NIGHT MINIMUM IN OFF SEASON.
Popular amenities for Duck Key rentals with a pool
House rentals with a pool

Sea Ray Cove w/ Pool, Beach, 80' Dock & Tiki hut

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Waterfront Home 37.5-ft dock, Cabana Club Included

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

NEW! 4-Story Villa, Private Rooftop, Pool, Marina

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa
Apartment rentals with a pool

Luxury Top Floor Suite W/ Unobstructed Ocean View

Reel Large END Unit in Ocean Point Suites

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

2BR - Key Largo Sunshine Getaway

Ocean Views at Ocean Pointe

Ocean views at “Sangria Sunrise” 10% off Charters

Sandy Toes Approved — Studio Beach Escape

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Other holiday rentals with a pool

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Waterfront 2-bedroom Home w/Pool and Spa

Grand Arenas/Hted Pool/120'Dock/MiniGolf/GameRoom

3/3 Village at Hawks Cay 5004 - TROPICAL SUN & FUN

Waterfront Home Dock, Pool & Mini Golf Near Beach

2 Bdrm Oceanfront Complex Private Beach & Pool

*NEW* Private Beach, pool & fully loaded kitchen
When is the best time to visit Duck Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $455 SGD | $608 SGD | $675 SGD | $636 SGD | $555 SGD | $568 SGD | $626 SGD | $569 SGD | $521 SGD | $354 SGD | $359 SGD | $468 SGD |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Quick stats about holiday rentals with a pool in Duck Key

Total holiday rentals
Explore 110 holiday rentals in Duck Key

Nightly prices starting at
Duck Key holiday rentals start at $129 SGD per night before taxes and fees

Verified guest reviews
Over 1,930 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Duck Key holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Duck Key rentals

4.6 Average rating
Duck Key stays receive an average rating of 4.6 out of 5 from guests
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